CA2303985A1 - Method for producing phthalides - Google Patents
Method for producing phthalides Download PDFInfo
- Publication number
- CA2303985A1 CA2303985A1 CA002303985A CA2303985A CA2303985A1 CA 2303985 A1 CA2303985 A1 CA 2303985A1 CA 002303985 A CA002303985 A CA 002303985A CA 2303985 A CA2303985 A CA 2303985A CA 2303985 A1 CA2303985 A1 CA 2303985A1
- Authority
- CA
- Canada
- Prior art keywords
- electrolyte
- phthalide
- phthalate acid
- electrolysis cell
- carboxy groups
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- 125000005506 phthalide group Chemical group 0.000 title abstract 2
- WNZQDUSMALZDQF-UHFFFAOYSA-N 2-benzofuran-1(3H)-one Chemical compound C1=CC=C2C(=O)OCC2=C1 WNZQDUSMALZDQF-UHFFFAOYSA-N 0.000 abstract 6
- 239000003792 electrolyte Substances 0.000 abstract 5
- 239000002253 acid Substances 0.000 abstract 4
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 abstract 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 2
- 238000005868 electrolysis reaction Methods 0.000 abstract 2
- 125000002030 1,2-phenylene group Chemical group [H]C1=C([H])C([*:1])=C([*:2])C([H])=C1[H] 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 238000006482 condensation reaction Methods 0.000 abstract 1
- 238000004821 distillation Methods 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 238000012958 reprocessing Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/87—Benzo [c] furans; Hydrogenated benzo [c] furans
- C07D307/88—Benzo [c] furans; Hydrogenated benzo [c] furans with one oxygen atom directly attached in position 1 or 3
-
- C—CHEMISTRY; METALLURGY
- C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
- C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
- C25B3/00—Electrolytic production of organic compounds
- C25B3/20—Processes
- C25B3/25—Reduction
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Electrochemistry (AREA)
- Materials Engineering (AREA)
- Metallurgy (AREA)
- Electrolytic Production Of Non-Metals, Compounds, Apparatuses Therefor (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Furan Compounds (AREA)
Abstract
The invention relates to a method for producing phthalides in which I) phthalate acid or phthalate acid derivatives which are dissolved in an electrolyte are reduced on a cathode in a non-divided electrolysis cell in which the carboxy groups can be replaced by units and can be derived from the carboxy groups in a condensation reaction. One or more hydrogen atoms of the o-phenylene unit can be substituted by inert residues. II) Once the reaction has reached a given stage at which the molar ratio relationship (M) which is formed from the portion of phthalide and the sum of the portion of phthalide, phthalate acid or the phthalate acid derivatives in the electrolyte amounts to 0.8:1 to 0.995:1, the electrolyte from the electrolysis cell is removed and III) the phthalide is crystallized out of the electrolyte and separated from the original solution optionally after distillation reprocessing of said electrolyte.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19741423A DE19741423A1 (en) | 1997-09-19 | 1997-09-19 | Pure phthalide or derivative preparation in high yield |
| DE19741423.0 | 1997-09-19 | ||
| PCT/EP1998/005626 WO1999015514A1 (en) | 1997-09-19 | 1998-09-05 | Method for producing phthalides |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2303985A1 true CA2303985A1 (en) | 1999-04-01 |
| CA2303985C CA2303985C (en) | 2008-05-27 |
Family
ID=7842970
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002303985A Expired - Fee Related CA2303985C (en) | 1997-09-19 | 1998-09-05 | Method for producing phthalides |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US6315884B1 (en) |
| EP (1) | EP1017688B1 (en) |
| JP (1) | JP2001517662A (en) |
| KR (1) | KR100516422B1 (en) |
| CN (1) | CN100338052C (en) |
| CA (1) | CA2303985C (en) |
| DE (2) | DE19741423A1 (en) |
| ES (1) | ES2175793T3 (en) |
| IN (1) | IN187727B (en) |
| WO (1) | WO1999015514A1 (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10058304A1 (en) * | 2000-11-24 | 2002-05-29 | Basf Ag | Process for the preparation of alkoxylated carbonyl compounds by an anodic oxidation process using the cathodic coupling reaction for organic synthesis |
| EP3545120A1 (en) * | 2016-11-24 | 2019-10-02 | Avantium Knowledge Centre B.v. | Process for treating a furan-2,5-dicarboxylic acid composition |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2510920A1 (en) * | 1975-03-13 | 1976-09-30 | Basf Ag | Electrochemical prepn of phthalide - from phthalic acid or anhydride, with final acidificn at controlled temp |
| DE19618854A1 (en) * | 1996-05-10 | 1997-11-13 | Basf Ag | Process for the production of phthalides |
-
1997
- 1997-09-19 DE DE19741423A patent/DE19741423A1/en not_active Withdrawn
-
1998
- 1998-09-05 US US09/508,114 patent/US6315884B1/en not_active Expired - Fee Related
- 1998-09-05 WO PCT/EP1998/005626 patent/WO1999015514A1/en active IP Right Grant
- 1998-09-05 KR KR10-2000-7002899A patent/KR100516422B1/en not_active IP Right Cessation
- 1998-09-05 EP EP98948912A patent/EP1017688B1/en not_active Expired - Lifetime
- 1998-09-05 CA CA002303985A patent/CA2303985C/en not_active Expired - Fee Related
- 1998-09-05 ES ES98948912T patent/ES2175793T3/en not_active Expired - Lifetime
- 1998-09-05 DE DE59803768T patent/DE59803768D1/en not_active Expired - Fee Related
- 1998-09-05 CN CNB988092298A patent/CN100338052C/en not_active Expired - Fee Related
- 1998-09-05 JP JP2000512821A patent/JP2001517662A/en active Pending
- 1998-09-18 IN IN2100MA1998 patent/IN187727B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DE19741423A1 (en) | 1999-03-25 |
| US6315884B1 (en) | 2001-11-13 |
| IN187727B (en) | 2002-06-15 |
| KR20010024139A (en) | 2001-03-26 |
| WO1999015514A1 (en) | 1999-04-01 |
| JP2001517662A (en) | 2001-10-09 |
| DE59803768D1 (en) | 2002-05-16 |
| CA2303985C (en) | 2008-05-27 |
| KR100516422B1 (en) | 2005-09-23 |
| CN1270588A (en) | 2000-10-18 |
| ES2175793T3 (en) | 2002-11-16 |
| CN100338052C (en) | 2007-09-19 |
| EP1017688A1 (en) | 2000-07-12 |
| EP1017688B1 (en) | 2002-04-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed |